This Product Leader Built Her Own PM OS with Claude Code: LIVE Demo | Parul Goel (ex-Indeed/PayPal)

August 18th, 2026  |  Season 2  |  22 mins 34 secs

business, digital experience, product management, technology

We’ve got something different today: a live demo and walkthrough of how an actual product leader built a real, PM-focused tool with AI.

Our guest today put her proverbial money where her mouth is when she got sick of the AI hype and anxiety and grew tired of writing the same status update five different ways for five different audiences. So she decided to build her way out of the never-ending loop of draft, then repackage again and again and again.

And today, she’s going to demo it for us and show how she and a team of collaborators built an entire AI PM operating system to help with the myriad of similar, repetitive tasks that product leaders face!

Parul Goel has spent nearly 20 years in product, including almost nine at PayPal building a zero-to-one payments platform for marketplaces, and her recent stint as Senior Director of Product at Indeed.com, leading the payments and billing platform through a major scaling challenge.

In this episode, Parul shows:

• A live demo of the PM operating system she built with 3 fellow product leaders and the four-layered architecture behind it
• Why the "context library" and codifying company identity, stakeholders, and voice is the layer most people skip, BUT the one that matters most
• And how the system handles core PM workflows like exec updates, cross-functional communication, customer interview synthesis, and PRD drafts

Speedrunning $0 to $180M: The Intrapreneur's Playbook | Gaurav Jaiswal, VP Product (ex-Pearson, SAP)

August 11th, 2026  |  Season 2  |  24 mins 8 secs

business, digital experience, product management, technology

Everyone loves to romanticize the founder who starts from zero. But most successful product and digital leaders will likely find themselves using a slightly different flavor of that skill: intrapreneurship — building something new inside an established company...whether it be a business unit, go-to-market approach, product, or other.

Gaurav Jaiswal has done exactly this several times. At SAP, he co-founded SAP Digital, a B2B2C business built to let anyone in the world discover, try, and buy SAP products — taking it from zero to $180 million in just a couple of years. Most recently, as VP of Digital Product at Pearson, he did it again, launching a subscription e-textbook product from idea to market in six months, and scaling to $65 million in just about 2 years.

In this episode, Gaurav shares:

• How he got SAP's board to approve an entirely new business unit in just six months, and the framework he used to get market traction just as quickly
• How he took those lessons to Pearson, a 150-year-old publishing company, and helped turn it into one that runs like a software business
• And why building inside a public company is a trade — you get the brand and customer base built in, but you’re on the hook for the full legacy culture and scrutiny that comes from operating in a larger, established company

How DoorDash Turned Food Delivery into a Local Commerce Platform | Vassili Samolis, VP of Product

August 4th, 2026  |  Season 2  |  19 mins 14 secs

business, digital experience, product management, technology

To most people, DoorDash is an easy fix when you just need food. Our guest today would argue that's the least interesting thing they do.

Vassili Samolis has been VP of Product at DoorDash for 5 years and counting, leveraging lessons from Instagram & Pinterest to help turn a simple food delivery app into a high-trust local commerce platform for the more than one million merchants who use it to help drive their businesses.

In this episode, Vassili shares:

• How DoorDash built a successful local commerce platform based on extreme alignment - they only get paid when a business gets a customer and a consumer finds the food that they want
• Why he thinks there's never been a better time to be a PM - not in spite of code getting cheaper but because of it
• And how a crowded field of a million restaurants, bodegas, and local shops taught him that the best products often start with a single, very specific customer story

Beyond AI Theater: How a Real AI Product Team Looks Now | Eric Anderson, SVP Product (Datasite)

July 2nd, 2026  |  Season 2  |  33 mins 3 secs

business, digital experience, product management, technology

We’ve all been witness to how AI collapses the org chart: leaders are back to doing IC work, ICs are shedding the busy work, and teams are shipping features in two-week sprints that used to take a year.

Our guest today is Eric Anderson, SVP of Product at Datasite, the virtual data room platform where billion-dollar M&A deals get done. He walks us through how a real-life, AI-first team has made progress in adoption and the difficulties along the way.

In this episode, Eric shares:

• How the contract has changed as the PM role has evolved. It’s not a layoff story - but product has collapsed back to subject-matter expertise, judgment, and taste
• Inside their “iteration zero” process: where PRDs are written live in the meeting, prototypes are wired to real data, and what the new bottleneck is now that building is fast
• Plus how you build trust in your AI product when a billion dollars is on the line: citations for everything, correlation, not imperative statements, and why nobody lets the computer decide

Feedback Is Just the Start: How Acting on It Increased Zipcar’s NPS by Over 50% | Nishaat Vasi, CPO

June 23rd, 2026  |  Season 2  |  32 mins 46 secs

business, digital experience, product management, technology

We’ve all been witness to how AI collapses the org chart: leaders are back to doing IC work, ICs are shedding the busy work, and teams are shipping features in two-week sprints that used to take a year.

Our guest today is Eric Anderson, SVP of Product at Datasite, the virtual data room platform where billion-dollar M&A deals get done. He walks us through how a real-life, AI-first team has made progress in adoption and the difficulties along the way.

In this episode, Eric shares:

• How the "The contract has changed" as the PM role has evolved. It’s not a layoff story - but product has collapsed back to subject-matter expertise, judgment, and taste
• Inside their “iteration zero” process: where PRDs are written live in the meeting, prototypes are wired to real data, and what the new bottleneck is now that building is fast
• Plus how you build trust in your AI product when a billion dollars is on the line: citations for everything, correlation, not imperative statements, and why nobody lets the computer decide

From Hostile to Rewired: How Descript's CEO Drives AI Adoption | Laura Burkhauser

June 16th, 2026  |  Season 2  |  28 mins 25 secs

business, digital experience, product management, technology

Our guest today is Laura Burkhauser, CEO of Descript, the video editor that’s been AI-native long before “AI-native” was something you put in a pitch deck.

Laura's route to the CEO seat started as a customer. She loved the product enough to knock on founder Andrew Mason's door and ask to work on it. She joined to lead product, but only three years later she's succeeded the well-known founder and is running the company.

Today, Laura is here to talk about both sides of that journey: finding peers and mentors when you're suddenly the most senior person in any room, and driving AI adoption across an org already known for AI in its product.

In this episode, Laura shares:

• Her "tech acceptance framework" — the 4 stages from outright hostility to "rewired" — and how to figure out where YOUR team actually sits
• Why telling IC PMs that AI means 2x productivity just sounds like they’re doing twice the work — and her “find the dream” reframe that actually gets real buy-in
• How Laura built Descript's AI philosophy around one principle: "Struggle with your art, not with your tools" and why she doesn't want anyone one-shotting their videos
• Plus the trap most companies are falling into right now: AI systems that walk out the door when the person who built them leaves, and how to make progress durable across your org

How AI Helped Me Ship 9 Months of Product in 5 Days | Sriram Iyer, SVP of Product (ex-Salesforce)

May 12th, 2026  |  Season 2  |  25 mins 55 secs

business, digital experience, product management, technology

AI Agents Fail for 2 Reasons. Crowdsourcing Solved Both. | Julia Dalton, SVP Product (Capacity)

May 5th, 2026  |  Season 2  |  27 mins 47 secs

business, digital experience, product management, technology

Long before “AI Agent” was the buzzword in every product discussion, Julia Dalton was already deep into solving the problems of coordinating thousands of worker agents, creating clear instruction prompts, and evaluating output quality.

Julia is SVP of Product at the AI-support automation platform, Capacity. Previously, she helped scale workflow orchestration at OneSpace, formerly known as Crowdsource, where thousands of freelancers executed microtasks for major retailers. As it turns out, managing humans at scale and managing AI agents have a lot more in common than most people realize.

In this episode, Julia shares:

• The two failure modes that kill every AI agent before the model ever runs
• Why running a crowdsourced work platform gave her incredible insights into building effective agentic AI products
• How Julia and her team built an AI system to triage and prioritize product feedback, automating low-complexity builds and helping make better decisions on high-stakes tradeoffs

April Dunford’s 1 Killer Question to Expose Weak AI Product Positioning [Repeat]

April 28th, 2026  |  Season 2  |  36 mins 2 secs

april dunford, business, digital experience, product management, technology

In this week's repeat episode, we’re joined by the undisputed queen of B2B positioning: April Dunford.

April is the best-selling author of the seminal book "Obviously Awesome" and the new hit "Sales Pitch." She has spent 25 years as a startup executive and consultant, helping companies stop guessing and start winning. If you have ever struggled to explain exactly why customers should pick you over the other guy, this episode is a masterclass.

In this episode, April talks about:

• Why Positioning is a Product Problem: How undefined positioning leads to wasted roadmaps, "not good enough" feedback from Sales, and engineering teams burning out on features that don't win deals.
• The "AI Washing" Trap: Why saying "We have AI" is no longer a strategy—and how to articulate the specific value your tech unlocks that the competition can’t.
• Why she loves when competitors lie: How to ethically trap competitors who over-promise features (and the one question sales should tell your prospects to ask them).
• And finally, Vision vs. Reality: How to sell the "glorious future" without losing the deal you need to close today.

AI Isn't Breaking PM Teams. Overload is. Explained by Stanford PhD & CPO Jen Wang (Framework)

April 15th, 2026  |  Season 2  |  29 mins 14 secs

business, digital experience, product management, technology

Our guest today, Jen Wang, holds a PhD from Stanford in behavior sciences, judgment, and decision-making. She built her product career at ThredUp, and now serves as Chief Product Officer and go-to-market lead at Framework.

That combination — behavioral scientist plus operating CPO — gives her a rare lens into the most urgent question in product leadership right now: how do you lead and build when the ground is shifting faster than anyone can follow?

In this episode, we talk about:

• The decision-making behind why Framework scrapped their roadmap
• Why iteration, not technical proficiency, has been the most important skill to drive AI adoption in teams
• There’s actually a scientific reason why everyone’s so overwhelmed, and it’s called the “Zone of Absorption”